What a strange book this is. I read most of it on kindle, and the last bit on audiobook.
 
Plot comments

Orlando is born a man in Elizabethan England. He's a rich playboy at court who has his heart broken by a butch Russian woman. He's sensitive and writes bad poetry. He becomes a Turkish ambassador. Then, for unfathomable reasons, he magically becomes a woman. He runs away with some gypsies. Eventually ends up back in England... and can just kind of keep being a woman.

Style Comments
Wolf has a really obnoxious habit of getting right up to the edge of plotline progress and then spending an inordinate amount of time on flowery language and run-on sentences about a different topic... before finally getting to the action that moves the story forward. By the time you get to the part about "what happened next," you've already forgotten what happened before and why you care. This made it quite slow going for me because it was harder to care about the plot. 

Takeaways
I don't really understand what was supposed to be happening with gender in this book, like what the point was. There were a lot of clever observations about gender and about society though (even if they were buried in obnoxiously roundabout storytelling). I enjoyed her descriptions of wanting so badly to be included in prestigious social spaces, only to find that absolutely nothing of interest is actually said. There's an amusing anecdote about one of these gatherings being attended by someone who actually has something clever to say and the party being utterly ruined, unable to withstand anything of actual substance. There was also some funny biting commentary about how insufferable writers and poets are. I suppose the commentary extends to the rich as well.